As the Jacksonville June Bug, we like to give you the best content possible and to optimize your experience with not only us – but our city.
Every month, we will release a calendar with information on known-events going on within Jacksonville.
In this calendar, you’ll find live performances, live music, trivia, bingo karaoke, concerts, and much more.
It’s important to remember that although events have a set date – it’s always subject to change whether it’s postponement or simply bad weather.
Sharing this calendar with you means that we will have to maintain this post through the whole month – and luckily for you, the Jacksonville June Bug views this as it’s duty.
The Jacksonville June Bug now presents you with October 2025 Events In Jacksonville, Florida.
October 1, 2025 – Wednesday
- Trivia @ Murray Bros. Caddyshack
- Trivia @ Mossfire Grill
- Trivia @ Fore Score Golf Tavern
- Trivia @ Time Out Sports Grill
- Trivia @ Culhane’s Irish Pub(Atlantic Beach)
- Trivia @ Culhane’s Irish Pub (Southside)
- Trivia @ Disco Witch Brewing
- Trivia @ Iggy’s Grill and Bar
- Open Mic for Musicians/Singers @ Kava and Company (San Marco)
- Karaoke @ American Legion Post 137
- Improv Night @ First Coast Comedy
- Live with the Groov Jazz Band @ Gusto A Taste Of Rome
- Line Dance Classes @ Arnolds Lounge
- Pili Pili @ Slider Seaside Grill
- Diamond Dave’s Open Mic @ Culhane’s Irish Pub (Southside)
- Marc Broussard @ Florida Theatre
- Twilight Trivia @ Happy Medium Books Cafe
- ORLANDO MENDEZ “the Cuban Cowboy”, and guests @ Jack Rabbits Live
- Jazz in the Park with Joe Watts @ JWJ Park
- Vibe RW @ Slider Seaside Grill
- LATIN NIGHT @ La Cocina at the Cellar Upstairs
- Aslyn and the Naysayer @ Prohibition Kitchen
- Live Music by Ivan Smith! @ The Tides Oyster Co. & Grill
October 2, 2025 – Thursday
- Trivia @ Bottlenose Brewing
- Trivia @ Green Room Brewing
- Trivia @ Falafel X Bar
- Trivia @ Culhane’s Irish Pub(Atlantic Beach)
- Survey Says Game Night @ Culhane’s Irish Pub (Southside)
- Open mic and Poetry @ Eclipse Nightclub & Bar
- Karaoke w/ Gregg “Mr. Natural” Chirico @ Arnolds Lounge
- Karaoke “Sing What Can’t Be Spoken” @ Kava and Company (San Marco)
- Karaoke with Jim and Mary! @ The Tides Oyster Co. & Grill
- Storytelling through Opera and Musical Theater @ Friday Musicale
- 2025 Garden Club Open House @ Garden Club of Jacksonville
- THE PORTRAIT, UNDEFEATED, , & Violet Mourning @ Jack Rabbits Live
- VASTIVE – New Levels New Devils Tour @ Myth Nightclub
- I SET MY FRIENDS ON FIRE, ENTHRONEMENT, UNREGISTERED WEAPON, GIANTS OF ATLANTIS @ Underbelly
- 60 JUNO + Mr. Floyd Larry @ The Walrus
- Live at Gusto the magic sounds of Last 2 Leave Trio @ Gusto A Taste Of Rome
- Music Trivia @ Disco Witch Brewing
- Steve & Mike @ Slider Seaside Grill
- Ninjas are Butterflies @ The Comedy Zone
- Fall Movie Night @ BrewHound
- Open Mic @ Lillian’s Sports Bar and Grill
- Nunsense @ Limelight Theater
- Cookin in the Kitchen @ Prohibition Kitchen
October 3, 2025 – Friday
- Trivia @ Time Out Sports Grill
- Trivia @ MVP’s Sports Grille
- Trivia @ Legacy Ale Works
- Live Music @ Culhane’s Irish Pub (Atlantic Beach)
- Karaoke Party with DJ Guru @ Culhane’s Irish Pub (Southside)
- Karaoke night @ Eclipse Nightclub & Bar
- Karaoke night @ My Place Bar & Grill
- The Main Event @ First Coast Comedy
- Blippi @ Florida Theatre
- Steep Canyon Rangers @ Florida Theatre
- Storytelling through Opera and Musical Theater @ Friday Musicale
- WWE Presents NXT Live! @ Jacksonville Armory
- DYLAN COTRONE @ Jack Rabbits Live
- Jax Symphony: The Billy Joel Songbook @ Jacksonville Center for Performing Arts
- Taylor Swift Album Release Dance Party @ Myth Nightclub
- Jacksonville Fall Home + Patio Show 2025 @ Prime F. Osborn III Convention Center
- SILENT THEORY, OVTLIER, MAJOR MOMENT @ Underbelly
- The Main Event @ First Coast Comedy
- The Blue Show: Adults-Only Improv Comedy @ First Coast Comedy
- Live Music with Sidewalk 65 Band @ Gusto A Taste Of Rome
- Pinedas Duo @ Refinery Restaurant
- Live Music with Brian Ernst @ Disco Witch Brewing
- Brian Ernst @ Slider Seaside Grill
- Donnell Rawlings @ The Comedy Zone
- Contact Buzz @ Arnolds Lounge
- Nunsense @ Limelight Theater
- The Space Heaters @ Prohibition Kitchen
October 4, 2025 – Saturday
- Karaoke Party with DJ Guru @ Culhane’s Irish Pub (Southside)
- $5 Sunday YOGA 11am @ Kava and Company (San Marco)
- The Main Event @ First Coast Comedy
- Beaches Green Market @ Penman Park
- Deck Music @ Whitey’s Fish Camp
- First Free Saturday @ Cummer Museum
- Pineapple Party @ Eclipse Nightclub & Bar
- Alex Warren – Cheaper Than Therapy Tour With Special Guest Maude Latour @ Daily’s Place Amphitheater
- Budding Gardeners: Welcome to Your Neighborhood @ Garden Club of Jacksonville
- WHITEY MORGAN: Acoustic Songs & Stories Tour with Zeb Padgett @ Jack Rabbits Live
- Jax Symphony: The Billy Joel Songbook @ Jacksonville Center for Performing Arts
- Clean Comedy Series: Chris Buck, Jay Hunter and Mike Freed @ Murray Hill Theatre
- OCEANO, I DECLARE WAR, LARCENIA ROE, CRUCIFICTION, ENDBRINGER @ Underbelly
- The Main Event @ First Coast Comedy
- The Blue Show: Adults-Only Improv Comedy @ First Coast Comedy
- Lip Sync Shenanigans @ Disco Witch Brewing
- Paul Ivey @ Slider Seaside Grill
- These Guys @ Slider Seaside Grill
- Donnell Rawlings @ The Comedy Zone
- Karaoke night @ My Place Bar & Grill
- Brothers Futch @ Arnolds Lounge
- Nunsense @ Limelight Theater
- The Collective @ Prohibition Kitchen
- Mandalla @ Prohibition Kitchen
- Live Music by Jazzy! @ The Tides Oyster Co. & Grill
October 5, 2025 – Sunday
- Michael Funge & Friends @ Culhane’s Irish Pub(Atlantic Beach)
- First Sunday of the month BINGO @ Eclipse Nightclub & Bar
- Dharma @ Slider Seaside Grill
- Billy Bob Thornton and The Boxmasters @ Florida Theatre
- SICI “Girl in Your Dreams Album Release Party” with Milky Von & Pastors Son @ Jack Rabbits Live
- $5 Sunday Yoga @ Kava and Company (San Marco)
- Free Movie Night @ The Walrus
- Clay Brewer @ Refinery Restaurant
- Donnell Rawlings @ The Comedy Zone
- Contact Buzz @ Arnolds Lounge
- Nunsense @ Limelight Theater
- Burn Unit @ Prohibition Kitchen
- Madam @ Prohibition Kitchen
October 6, 2025 – Monday
- Karaoke @ Callahan’s Irish Bistro
- Trivia @ Bottlenose Brewing
- Trivia @ Moon Dog Pie House
- Trivia @ The Back 40 Urban Fresh
- Trivia @ Players Grille
- Trivia @ Green Room Brewing
- Trivia @ Culhane’s Irish Pub (Southside)
- Open Mic @ Culhane’s Irish Pub (Atlantic Beach)
- Jam Session with BUD @ Whitey’s Fish Camp
- High Society-Marijuana Industry Meet Up @ Kava and Company (San Marco)
- Bingo @ American Legion Post 137
- Chiefs vs Jaguars @ Everbank Stadium
- Billy Goats Gruff @ Florida Theatre
- Freddy4Peace! @ Slider Seaside Grill
- Live Music by The Bones! @ The Tides Oyster Co. & Grill
October 7, 2025 – Tuesday
- Trivia @ Culhane’s Irish Pub (Southside)
- Trivia @ Moon Dog Pie House
- Trivia @ Bottlenose Brewing
- Trivia @ The Back 40 Urban Fresh
- Trivia @ Players Grille
- Trivia @ Green Room Brewing
- 2-Man Pool Tournament @ Kava and Company (San Marco)
- Nigel Davis @ Slider Seaside Grill
- Karaoke @ Iggy’s Grill and Bar
- Bar Room Dancing @ Arnolds Lounge
- Free Bingo! @ The Tides Oyster Co. & Grill
- AEW Dynamite: Title Tuesday @ Daily’s Place Amphitheater
- SWEET LIZZY PROJECT @ Jack Rabbits Live
- Karaoke @ The Walrus
- Dart League Night @ Arnolds Lounge
- Sam Pacetti @ Prohibition Kitchen
October 8, 2025 – Wednesday
- Trivia @ Murray Bros. Caddyshack
- Trivia @ Mossfire Grill
- Trivia @ Fore Score Golf Tavern
- Trivia @ Time Out Sports Grill
- Trivia @ Culhane’s Irish Pub(Atlantic Beach)
- Trivia @ Culhane’s Irish Pub (Southside)
- Trivia @ Disco Witch Brewing
- Trivia @ Iggy’s Grill and Bar
- Karaoke @ American Legion Post 137
- Open Mic for Musicians/Singers @ Kava and Company (San Marco)
- Improv Night @ First Coast Comedy
- Live with the Groov Jazz Band @ Gusto A Taste Of Rome
- Line Dance Classes @ Arnolds Lounge
- Diamond Dave’s Open Mic @ Culhane’s Irish Pub (Southside)
- AEW Collision @ Daily’s Place Amphitheater
- The Psychology of Cults @ Florida Theatre
- THE THING WITH FEATHERS, and New Travelers @ Jack Rabbits Live
- Jazz in the Park with Joe Watts @ JWJ Park
- Vibe RW @ Slider Seaside Grill
- LATIN NIGHT @ La Cocina at the Cellar Upstairs
- Live Music by Vinny Jacobs! @ The Tides Oyster Co. & Grill
October 9, 2025 – Thursday
- Trivia @ Bottlenose Brewing
- Trivia @ Green Room Brewing
- Trivia @ Falafel X Bar
- Trivia @ Culhane’s Irish Pub(Atlantic Beach)
- Survey Says Game Night @ Culhane’s Irish Pub (Southside)
- Open mic and Poetry @ Eclipse Nightclub & Bar
- Karaoke w/ Gregg “Mr. Natural” Chirico @ Arnolds Lounge
- Karaoke with Jim and Mary! @ The Tides Oyster Co. & Grill
- The Witcher @ Florida Theatre
- GRAHAM BARHAM, with Highway Home @ Jack Rabbits Live
- Gabby’s Dollhouse Live! @ Jacksonville Center for Performing Arts
- Party Girl – A Night of Party Girl Anthems @ Myth Nightclub
- ARCHERS THE TEMPORARY HIGH TOUR PART 2 @ Underbelly
- Live at Gusto The Faze Band @ Gusto A Taste Of Rome
- Live Music with Cameron Nesbitt @ Disco Witch Brewing
- Hupp! @ Slider Seaside Grill
- Cole Terry @ Slider Seaside Grill
- Angelo Colina (En Español) @ The Comedy Zone
- Fall Movie Night @ BrewHound
- Open Mic @ Lillian’s Sports Bar and Grill
- Cookin in the Kitchen @ Prohibition Kitchen
- Sada Davidson @ Prohibition Kitchen
October 10, 2025 – Friday
- Trivia @ Time Out Sports Grill
- Trivia @ MVP’s Sports Grille
- Trivia @ Legacy Ale Works
- Live Music @ Culhane’s Irish Pub (Atlantic Beach)
- Karaoke Party with DJ Guru @ Culhane’s Irish Pub (Southside)
- Karaoke night @ Eclipse Nightclub & Bar
- Karaoke night @ My Place Bar & Grill
- The Main Event @ First Coast Comedy
- Emma @ Artist Connection Theatre
- Heather McMahan @ Florida Theatre
- NAHKO AND MEDICINE FOR THE PEOPLE @ Jack Rabbits Live
- Roman Street @ Ritz Theatre and Museum
- NBA YoungBoy – MASA TOUR @ VyStar Veterans Memorial Arena
- The Main Event @ First Coast Comedy
- Boom Bap – Hip Hop @ First Coast Comedy
- Live at Gusto The Boogie Freaks @ Gusto A Taste Of Rome
- Taylor Roberts @ Refinery Restaurant
- Dracula @ Amelia Community Theatre
- Annual Witches Dance @ Disco Witch Brewing
- Jessica Kirson @ The Comedy Zone
- Cottonmouth @ Arnolds Lounge
- Preservations, Pourings, and Pairings – A Lighthouse Benefit @ St. Augustine Lighthouse & Maritime Museum
October 11, 2025 – Saturday
- Karaoke Party with DJ Guru @ Culhane’s Irish Pub (Southside)
- $5 Sunday YOGA 11am @ Kava and Company (San Marco)
- The Main Event @ First Coast Comedy
- Beaches Green Market @ Penman Park
- Deck Music @ Whitey’s Fish Camp
- Emma @ Artist Connection Theatre
- Trevor Wallace @ Florida Theatre
- Then & Now: A Musical Journey Through Time @ Friday Musicale
- THE BAND FEEL, “Into the Sun Tour” with guest Connor Kelly @ Jack Rabbits Live
- Jax Symphony: Dolly Parton’s Threads @ Jacksonville Center for Performing Arts
- Arcadian Wild Along With Fielder @ Murray Hill Theatre
- The Main Event @ First Coast Comedy
- Boom Bap – Hip Hop @ First Coast Comedy
- Live at Gusto Cloud 9 Band @ Gusto A Taste Of Rome
- Dracula @ Amelia Community Theatre
- Live music with Amy Vickery @ Disco Witch Brewing
- Jessica Kirson @ The Comedy Zone
- Karaoke night @ My Place Bar & Grill
- Glory @ Arnolds Lounge
- When All The Saints Are Gathered: A Fundraiser for the Foundation for the Black History Museum @ Limelight Theater
- Clairmont Duo @ Prohibition Kitchen
- Nashville Nights w/ Chris James @ Prohibition Kitchen
- The Big Money Tour – Jon Batiste Plays America @ St. Augustine Amphitheater
- Live Music by Kevin Quinn! @ The Tides Oyster Co. & Grill
October 12, 2025 – Sunday
- Michael Funge & Friends @ Culhane’s Irish Pub(Atlantic Beach)
- Emma @ Artist Connection Theatre
- Seahawks vs Jaguars @ Everbank Stadium
- Colin Mochrie & Brad Sherwood @ Florida Theatre
- MIND’S EYE / HOT FLASH HEAT WAVE, & Sad Park @ Jack Rabbits Live
- $5 Sunday Yoga @ Kava and Company (San Marco)
- Free Movie Night @ The Walrus
- Dracula @ Amelia Community Theatre
- When all the Saints are gathered… @ Limelight Theater
- Bad Dog Mama @ Prohibition Kitchen
- Few Fellas Brass Band @ Prohibition Kitchen
October 13, 2025 – Monday
- Karaoke @ Callahan’s Irish Bistro
- Trivia @ Bottlenose Brewing
- Trivia @ Moon Dog Pie House
- Trivia @ The Back 40 Urban Fresh
- Trivia @ Players Grille
- Trivia @ Green Room Brewing
- Trivia @ Culhane’s Irish Pub (Southside)
- Open Mic @ Culhane’s Irish Pub (Atlantic Beach)
- Jam Session with BUD @ Whitey’s Fish Camp
- Bingo @ American Legion Post 137
- Horticulture Corner: Local Brews, Wines & Spirits @ Garden Club of Jacksonville
- Freddy4Peace! @ Slider Seaside Grill
October 14, 2025 – Tuesday
- Trivia @ Culhane’s Irish Pub (Southside)
- Trivia @ Moon Dog Pie House
- Trivia @ Bottlenose Brewing
- Trivia @ The Back 40 Urban Fresh
- Trivia @ Players Grille
- Trivia @ Green Room Brewing
- 2-Man Pool Tournament @ Kava and Company (San Marco)
- Nigel Davis @ Slider Seaside Grill
- Karaoke @ Iggy’s Grill and Bar
- Bar Room Dancing @ Arnolds Lounge
- Free Bingo! @ The Tides Oyster Co. & Grill
- Diamond Dave’s Open Mic @ Culhane’s Irish Pub (Southside)
- The Vampire Circus @ Florida Theatre
- The Rocky Horror Picture Show @ Jacksonville Center for Performing Arts
- Karaoke @ The Walrus
- Dart League Night @ Arnolds Lounge
- Wes Register @ Prohibition Kitchen
October 15, 2025 – Wednesday
- Trivia @ Murray Bros. Caddyshack
- Trivia @ Mossfire Grill
- Trivia @ Fore Score Golf Tavern
- Trivia @ Time Out Sports Grill
- Trivia @ Culhane’s Irish Pub(Atlantic Beach)
- Trivia @ Culhane’s Irish Pub (Southside)
- Trivia @ Disco Witch Brewing
- Trivia @ Iggy’s Grill and Bar
- Karaoke @ American Legion Post 137
- Open Mic for Musicians/Singers @ Kava and Company (San Marco)
- Improv Night @ First Coast Comedy
- Live with the Groov Jazz Band @ Gusto A Taste Of Rome
- Line Dance Classes @ Arnolds Lounge
- Whiskey Wednesday @ Eclipse Nightclub & Bar
- Jesus “Aguaje” Ramos & The Buena Vista Orchestra @ Florida Theatre
- Twilight In Concert @ Jacksonville Center for Performing Arts
- Jazz in the Park with Joe Watts @ JWJ Park
- Vibe RW @ Slider Seaside Grill
- Improv Jam @ 3rd Space Improv
- LATIN NIGHT @ La Cocina at the Cellar Upstairs
October 16, 2025 – Thursday
- Trivia @ Bottlenose Brewing
- Trivia @ Green Room Brewing
- Trivia @ Falafel X Bar
- Trivia @ Culhane’s Irish Pub(Atlantic Beach)
- Survey Says Game Night @ Culhane’s Irish Pub (Southside)
- Open mic and Poetry @ Eclipse Nightclub & Bar
- Karaoke w/ Gregg “Mr. Natural” Chirico @ Arnolds Lounge
- Networking Night @ Kava and Company (San Marco)
- Karaoke with Jim and Mary! @ The Tides Oyster Co. & Grill
- Emma @ Artist Connection Theatre
- Billy Joel Legends Live! @ Florida Theatre
- HOBO JOHNSON AND THE LOVEMAKERS, plus Budman @ Jack Rabbits Live
- HEYZ’d And Confused Tour @ Myth Nightclub
- Glory Band Live at Gusto @ Gusto A Taste Of Rome
- Dracula @ Amelia Community Theatre
- Steve & Mike @ Slider Seaside Grill
- Fall Movie Night @ BrewHound
- Open Mic @ Lillian’s Sports Bar and Grill
- Cookin in the Kitchen @ Prohibition Kitchen
- Live Music by The Bones! @ The Tides Oyster Co. & Grill
October 17, 2025 – Friday
- Trivia @ Time Out Sports Grill
- Trivia @ MVP’s Sports Grille
- Trivia @ Legacy Ale Works
- Live Music @ Culhane’s Irish Pub (Atlantic Beach)
- Karaoke Party with DJ Guru @ Culhane’s Irish Pub (Southside)
- Karaoke night @ Eclipse Nightclub & Bar
- Karaoke night @ My Place Bar & Grill
- The Main Event @ First Coast Comedy
- Last Friday Vendor Market @ Kava and Company (San Marco)
- Emma @ Artist Connection Theatre
- Sons of Mystro @ Florida Theatre
- WHAT LIES BELOW, GLASSWAVES, A Sense of Purpose, & guests @ Jack Rabbits Live
- Jax Symphony: Mozart & Tchaikovsky @ Jacksonville Center for Performing Arts
- The Main Event @ First Coast Comedy
- Full Disclosure: Comedy inspired by true stories @ First Coast Comedy
- Live Music with Sidewalk 65 Band @ Gusto A Taste Of Rome
- Clay Brewer @ Refinery Restaurant
- Dracula @ Amelia Community Theatre
- Geoffrey Asmus @ The Comedy Zone
- Blackwater @ Arnolds Lounge
- Beetlejuice Jr @ Limelight Theater
- House Cats @ Prohibition Kitchen
- Live Music by Dave B @ The Tides Oyster Co. & Grill
October 18, 2025 – Saturday
- Karaoke Party with DJ Guru @ Culhane’s Irish Pub (Southside)
- $5 Sunday YOGA 11am @ Kava and Company (San Marco)
- The Main Event @ First Coast Comedy
- Beaches Green Market @ Penman Park
- Deck Music @ Whitey’s Fish Camp
- Emma @ Artist Connection Theatre
- Thomas Milovac Trio: “Milo’s Motion @ Friday Musicale
- GRAVE ROBBER, KREEPY TIKIS, A1A-HOLES. SUPER RESISTOR @ Hard Love
- Jax Symphony: Mozart & Tchaikovsky @ Jacksonville Center for Performing Arts
- PETRA 50th Reunion Tour + Ora Street Mission Band @ Murray Hill Theatre
- GRAVE ROBBER, KREEPY TIKIS, A1A-HOLES. SUPER RESISTOR @ Underbelly
- Brandon Lake – King of Hearts Tour @ VyStar Veterans Memorial Arena
- The Main Event @ First Coast Comedy
- Awilda @ Refinery Restaurant
- Dracula @ Amelia Community Theatre
- Brian Rowland @ Legacy Ale Works
- Geoffrey Asmus @ The Comedy Zone
- Karaoke night @ My Place Bar & Grill
- HALLOWEEN PARTY!! @ Arnolds Lounge
- Beetlejuice Jr @ Limelight Theater
- Chillula @ Prohibition Kitchen
- Ryan Bingham and The Texas Gentlemen: The All Night Long Tour @ St. Augustine Amphitheater
October 19, 2025 – Sunday
- Michael Funge & Friends @ Culhane’s Irish Pub(Atlantic Beach)
- Emma @ Artist Connection Theatre
- Abducted by the 80’s @ Florida Theatre
- GREEN JELLO, 96 BITTER BEINGS, The Convalescence, The Bunny The Bear, Ignominious, & River City Sound System @ Jack Rabbits Live
- $5 Sunday Yoga @ Kava and Company (San Marco)
- Deekline Live @ Myth Nightclub
- Free Movie Night @ The Walrus
- Dracula @ Amelia Community Theatre
- Kel Perez @ The Comedy Zone
- Shag Dancing by First Coast Shag Club @ Arnolds Loung
- Beetlejuice Jr @ Limelight Theatere
- Za Za Flaminco @ Prohibition Kitchen
- Trae Pierce and The T Stone @ Prohibition Kitchen
October 20, 2025 – Monday
- Karaoke @ Callahan’s Irish Bistro
- Trivia @ Bottlenose Brewing
- Trivia @ Moon Dog Pie House
- Trivia @ The Back 40 Urban Fresh
- Trivia @ Players Grille
- Trivia @ Green Room Brewing
- Trivia @ Culhane’s Irish Pub (Southside)
- Open Mic @ Culhane’s Irish Pub (Atlantic Beach)
- Jam Session with BUD @ Whitey’s Fish Camp
- Bingo @ American Legion Post 137
- Freddy4Peace! @ Slider Seaside Grill
- Live Music by The Bones! @ The Tides Oyster Co. & Grill
October 21, 2025 – Tuesday
- Trivia @ Culhane’s Irish Pub (Southside)
- Trivia @ Moon Dog Pie House
- Trivia @ Bottlenose Brewing
- Trivia @ The Back 40 Urban Fresh
- Trivia @ Players Grille
- Trivia @ Green Room Brewing
- 2-Man Pool Tournament @ Kava and Company (San Marco)
- Nigel Davis @ Slider Seaside Grill
- Karaoke @ Iggy’s Grill and Bar
- Bar Room Dancing @ Arnolds Lounge
- Free Bingo! @ The Tides Oyster Co. & Grill
- Free Admission on Third Tuesday @ Cummer Museum
- Johnnyswim | When the War is Over Tour @ Florida Theatre
- 2025 Community Gardens Summit @ Garden Club of Jacksonville
- BE YOUR OWN PET, BABE HAVEN, Herd the Cat, and The Debt @ Jack Rabbits Live
- Karaoke @ The Walrus
- Alex Trendler Reads Your Mind @ Refinery Restaurant
- Dart League Night @ Arnolds Lounge
- Ben Sollee – A Black Box Session @ Limelight Theater
- Taylor Roberts @ Prohibition Kitchen
- Black Box Sessions with Ben Sollee @ St. Augustine Amphitheater
October 22, 2025 – Wednesday
- Trivia @ Murray Bros. Caddyshack
- Trivia @ Mossfire Grill
- Trivia @ Fore Score Golf Tavern
- Trivia @ Time Out Sports Grill
- Trivia @ Culhane’s Irish Pub(Atlantic Beach)
- Trivia @ Culhane’s Irish Pub (Southside)
- Trivia @ Disco Witch Brewing
- Trivia @ Iggy’s Grill and Bar
- Karaoke @ American Legion Post 137
- Open Mic for Musicians/Singers @ Kava and Company (San Marco)
- Improv Night @ First Coast Comedy
- Live with the Groov Jazz Band @ Gusto A Taste Of Rome
- Line Dance Classes @ Arnolds Lounge
- Diamond Dave’s Open Mic @ Culhane’s Irish Pub (Southside)
- SPOUKY KIDS (Marilyn Manson Tribute), & DEAFTONES (Deftones tribute) @ Jack Rabbits Live
- Jazz in the Park with Joe Watts @ JWJ Park
- FIGHT FROM WITHIN, RESISTOR, SMILE ON THE SINNER, ACTUS REUS, IN GLOOM @ Underbelly
- Vibe RW @ Slider Seaside Grill
- LATIN NIGHT @ La Cocina at the Cellar Upstairs
October 23, 2025 – Thursday
- Trivia @ Bottlenose Brewing
- Trivia @ Green Room Brewing
- Trivia @ Falafel X Bar
- Trivia @ Culhane’s Irish Pub(Atlantic Beach)
- Survey Says Game Night @ Culhane’s Irish Pub (Southside)
- Open mic and Poetry @ Eclipse Nightclub & Bar
- Karaoke w/ Gregg “Mr. Natural” Chirico @ Arnolds Lounge
- Karaoke with Jim and Mary! @ The Tides Oyster Co. & Grill
- Dirty Heads & Jake Owen @ Daily’s Place Amphitheater
- Katie Mahan @ Friday Musicale
- ACE MONROE, The Criticals @ Jack Rabbits Live
- LOCKED IN TOUR (SweetTooth x DMZ) @ Myth Nightclub
- GLAZED, SPORTS., CHEEM, LEISURE HOUR, PADFOOT @ Underbelly
- Dracula @ Amelia Community Theatre
- Sip and Paint with Sassy J @ Disco Witch Brewing
- Fall Movie Night @ BrewHound
- Open Mic @ Lillian’s Sports Bar and Grill
- Our Town @ Limelight Theater
- Cookin in the Kitchen @ Prohibition Kitchen
October 24, 2025 – Friday
- Trivia @ Time Out Sports Grill
- Trivia @ MVP’s Sports Grille
- Trivia @ Legacy Ale Works
- Live Music @ Culhane’s Irish Pub (Atlantic Beach)
- Karaoke Party with DJ Guru @ Culhane’s Irish Pub (Southside)
- Karaoke night @ Eclipse Nightclub & Bar
- Karaoke night @ My Place Bar & Grill
- The Main Event @ First Coast Comedy
- Emma @ Artist Connection Theatre
- Australia’s Thunder From Down Under @ Florida Theatre
- BOOT SCOOTIN’ BOOGIE NIGHTS “A Night of 90’s Country” featuring NEON RAINBOW live onstage @ Jack Rabbits Live
- Jax Symphony: Bewitched Broadway @ Jacksonville Center for Performing Arts
- Earth, Wind and Fire Tribute Experience @ Jacksonville Center for Performing Arts
- The Main Event @ First Coast Comedy
- Katherine Kincaid @ Refinery Restaurant
- Dracula @ Amelia Community Theatre
- Dueling Pianos Jax @ Legacy Ale Works
- Mojo Brookzz @ The Comedy Zone
- Boogie Freaks @ Arnolds Lounge
- Our Town @ Limelight Theater
- Bad Dog Mama @ Prohibition Kitchen
- Tedeschi Trucks Band – Live In 25 Tour @ St. Augustine Amphitheater
October 25, 2025 – Saturday
- Karaoke Party with DJ Guru @ Culhane’s Irish Pub (Southside)
- $5 Sunday YOGA 11am @ Kava and Company (San Marco)
- The Main Event @ First Coast Comedy
- Beaches Green Market @ Penman Park
- Deck Music @ Whitey’s Fish Camp
- Emma @ Artist Connection Theatre
- The Rocky Horror Picture Show @ Florida Theatre
- DAVE EGGAR and Special Guests: FROM BROADWAY TO THE BLUES & BEYOND @ Friday Musicale
- THE INFINITY CINEMA, Few Fellas Brass Band, & Veritas Prism @ Jack Rabbits Live
- Jax Symphony: Bewitched Broadway @ Jacksonville Center for Performing Arts
- The Rock Orchestra By Candlelight @ Jacksonville Center for Performing Arts
- Comedian Jeff Allen The Human Condition: “We’re Still Not There Yet” Tour @ Murray Hill Theatre
- The Main Event @ First Coast Comedy
- Alyse @ Refinery Restaurant
- Dracula @ Amelia Community Theatre
- Mojo Brookzz @ The Comedy Zone
- Karaoke night @ My Place Bar & Grill
- Auggy Style @ Arnolds Lounge
- Our Town @ Limelight Theater
- Burn Unit @ Prohibition Kitchen
- Ramona & The Riot @ Prohibition Kitchen
- Tedeschi Trucks Band – Live In 25 Tour @ St. Augustine Amphitheater
- Live Music by Vinny Jacobs! @ The Tides Oyster Co. & Grill
October 26, 2025 – Sunday
- Michael Funge & Friends @ Culhane’s Irish Pub(Atlantic Beach)
- Emma @ Artist Connection Theatre
- TRISTAN TRITT @ Jack Rabbits Live
- $5 Sunday Yoga @ Kava and Company (San Marco)
- Eric Roberson @ Ritz Theatre and Museum
- Free Movie Night @ The Walrus
- Runway Show @ Refinery Restaurant
- Mojo Brookzz @ The Comedy Zone
- Blistur @ Arnolds Lounge
- Our Town @ Limelight Theater
- Chelsae Saddler @ Prohibition Kitchen
- Marshal Horn @ Prohibition Kitchen
- Cole Swindell – Happy Hour Sad Tour @ St. Augustine Amphitheater
October 27, 2025 – Monday
- Karaoke @ Callahan’s Irish Bistro
- Trivia @ Bottlenose Brewing
- Trivia @ Moon Dog Pie House
- Trivia @ The Back 40 Urban Fresh
- Trivia @ Players Grille
- Trivia @ Green Room Brewing
- Trivia @ Culhane’s Irish Pub (Southside)
- Open Mic @ Culhane’s Irish Pub (Atlantic Beach)
- Jam Session with BUD @ Whitey’s Fish Camp
- Bingo @ American Legion Post 137
- Science of Magic @ Florida Theatre
- Freddy4Peace! @ Slider Seaside Grill
- Micah Gilliam @ Prohibition Kitchen
October 28, 2025 – Tuesday
- Trivia @ Culhane’s Irish Pub (Southside)
- Trivia @ Moon Dog Pie House
- Trivia @ Bottlenose Brewing
- Trivia @ The Back 40 Urban Fresh
- Trivia @ Players Grille
- Trivia @ Green Room Brewing
- 2-Man Pool Tournament @ Kava and Company (San Marco)
- Nigel Davis @ Slider Seaside Grill
- Karaoke @ Iggy’s Grill and Bar
- Bar Room Dancing @ Arnolds Lounge
- Free Bingo! @ The Tides Oyster Co. & Grill
- NEKROGOBLIKON, POWERGLOVE, BRAT, SUMMONING THE LICH @ Underbelly
- Karaoke @ The Walrus
- Dart League Night @ Arnolds Lounge
- John Legend: Get Lifted – 20th Anniversary Tour @ St. Augustine Amphitheater
October 29, 2025 – Wednesday
- Trivia @ Murray Bros. Caddyshack
- Trivia @ Mossfire Grill
- Trivia @ Fore Score Golf Tavern
- Trivia @ Time Out Sports Grill
- Trivia @ Culhane’s Irish Pub(Atlantic Beach)
- Trivia @ Culhane’s Irish Pub (Southside)
- Trivia @ Disco Witch Brewing
- Trivia @ Iggy’s Grill and Bar
- Karaoke @ American Legion Post 137
- Open Mic for Musicians/Singers @ Kava and Company (San Marco)
- Improv Night @ First Coast Comedy
- Live with the Groov Jazz Band @ Gusto A Taste Of Rome
- Line Dance Classes @ Arnolds Lounge
- Diamond Dave’s Open Mic @ Culhane’s Irish Pub (Southside)
- The Florida Ballet “DRACULA” @ Florida Theatre
- Jazz in the Park with Joe Watts @ JWJ Park
- Vibe RW @ Slider Seaside Grill
- LATIN NIGHT @ La Cocina at the Cellar Upstairs
- Cookin in the Kitchen @ Prohibition Kitchen
- Peter Frampton @ St. Augustine Amphitheater
October 30, 2025 – Thursday
- Trivia @ Bottlenose Brewing
- Trivia @ Green Room Brewing
- Trivia @ Falafel X Bar
- Trivia @ Culhane’s Irish Pub(Atlantic Beach)
- Survey Says Game Night @ Culhane’s Irish Pub (Southside)
- Open mic and Poetry @ Eclipse Nightclub & Bar
- Karaoke w/ Gregg “Mr. Natural” Chirico @ Arnolds Lounge
- Karaoke with Jim and Mary! @ The Tides Oyster Co. & Grill
- Emo Nite @ Myth Nightclub
- Halloween Tribute show feat cover sets of TYPE O NEGATIVE, GREEN DAY, AFI & More @ Underbelly
- BERT KREISCHER: PERMISSION TO PARTY @ VyStar Veterans Memorial Arena
- Steve & Mike @ Slider Seaside Grill
- Fall Movie Night @ BrewHound
- Open Mic @ Lillian’s Sports Bar and Grill
- Our Town @ Limelight Theater
- Fat Cactus @ Prohibition Kitchen
October 31, 2025 – Friday
- Trivia @ Time Out Sports Grill
- Trivia @ MVP’s Sports Grille
- Trivia @ Legacy Ale Works
- Live Music @ Culhane’s Irish Pub (Atlantic Beach)
- Karaoke night @ My Place Bar & Grill
- Karaoke Party with DJ Guru @ Culhane’s Irish Pub (Southside)
- Karaoke night @ Eclipse Nightclub & Bar
- The Main Event @ First Coast Comedy
- Brian Culbertson @ Florida Theatre
- SKYVIEW Halloween Show @ Jack Rabbits Live
- The Main Event @ First Coast Comedy
- Disco Witch Halloween Party @ Disco Witch Brewing
- Bedrock Band @ Arnolds Lounge
- Our Town @ Limelight Theater
- Live Music by Rob Peck! @ The Tides Oyster Co. & Grill
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